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Novel desosaminyl derivatives of dihydrochalcomycin from a genetically engineered strain of Streptomyces sp.

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Abstract

Dihydrochalcomycin from Streptomyces sp. KCTC 0041BP is a 16-membered macrolide antibiotic containing two deoxysugars (d-chalcose and d-mycinose) that are O-glycosylated at the C-5 and C-20 positions, respectively. The desosamine sugar cassette was constructed from pikromycin-deoxysugar biosynthetic genes and transformed into Streptomyces sp. GerSM1, which was engineered for deletion of the genes related to TDP-d-chalcose biosynthesis (gerB, gerN and gerMI). Novel 16-membered macrolides (5-O-desosaminyl derivatives of dihydrochalcomycin) were detected by ESI-MS, LC/MS, and MS/MS thereby demonstrating combinatorial biosynthesis of the deoxysugar in 16-membered macrolide antibiotics.

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Acknowledgments

This study was supported by the 21C Frontier Microbial Genomics and Application Center Program, the Ministry of Science and Technology (Grant MG02-0301-004-2-3-1), Republic of Korea.

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Authors and Affiliations

  1. Institute of Biomolecule Reconstruction (iBR), Department of Pharmaceutical Engineering, SunMoon University, #100, Kalsan-ri, Tangjeong-myeon, Asansi, Chungnam, 336-708, Korea

    Binod Babu Pageni, Tae-Jin Oh & Jae Kyung Sohng

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  1. Binod Babu Pageni
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  2. Tae-Jin Oh
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  3. Jae Kyung Sohng
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Correspondence to Jae Kyung Sohng.

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Pageni, B.B., Oh, TJ. & Sohng, J.K. Novel desosaminyl derivatives of dihydrochalcomycin from a genetically engineered strain of Streptomyces sp.. Biotechnol Lett 31, 1759–1768 (2009). https://doi.org/10.1007/s10529-009-0074-6

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  • DOI: https://doi.org/10.1007/s10529-009-0074-6

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